Events and Things to Do in Westport, CT

Thursday, May 14

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Friday, May 15

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Saturday, May 16

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Sunday, May 17

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Tuesday, May 19

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Thursday, June 11

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Please confirm event details with the organizers before attending

Thursday, May 14

  • The Meet And Greet FREE Art Exhibition 6:00 pm

    The Klein 910 Fairfield Ave Bridgeport, CT 06605


  • Online Estate Auction - BIDDING STARTS 5/7 Through 5/14 - Starts Closing 5/14 at 8:05 pm 7:30 pm

    Coastal Contemporary in Weston With Watercress Springs


  • Office Furniture & Business Equipment Online Auction - LIVE NOW - Starts Closing 5/14 at 8:05 pm 7:30 pm

Friday, May 15

  • Estate Sale - Greenwich 9:00 am

    97 Riverside Ave, Greenwich


  • Book Signing and Author Talk 12:15 pm

    CT State Community College Norwalk, 188 Richards Ave, Norwalk


  • Westport Library Book Sale 12:00 pm

    The Westport Library, 20 Jesup Rd, Westport


Saturday, May 16

  • Stamford Epilepsy Walk & Purple Picnic 9:00 am

    Cove Island Park, 1241 Cove Rd, Stamford


  • Colonial Encampment Day with the 5th CT Regiment 10:00 am

    Weston History & Culture Center, 104 Weston Rd, Weston


  • Peking to Paris - A motoring Odyssey in a 1910 White Steam Car 1:00 pm

    336 Westport Rd, Easton


  • Greens Farms Garden Club - Annual Plant Sale 9:00 am

    Sherman Town Green, 1451 Post Rd, Fairfield


  • Westport Library Book Sale 9:00 am

    Westport LIbrary


  • Social Ballroom Dance Night 6:00 pm

    Ballroom Elegance Dance Studio, 877 Post Rd E, Westport


  • Karisa Chiu, violin and Frederic Chiu, piano, Saturday, May 16, 2026, 7:00PM 7:00 pm

    MoCA\CT, 19 Newtown Turnpike, Westport


Sunday, May 17

  • Cars & Coffee Darien 7:00 am

    25 Old Kings Hwy N, Darien


  • Westport's Academy of Dance - Alice! 1:00 pm

    Bedford Middle School, 88 North Ave, Westport


  • Rhonda Larson – Winds of the World Concert 4:30 pm

    Scandinavian Club Inc, 1351 S Pine Creek Rd, Fairfield


Tuesday, May 19

  • Finding Your Voice as a Parent Webinar: Special Education Law and Advocacy 7:00 pm

    Zoom Webinar (Online Event)


  • Chris Brubeck’s Triple Play 7:00 pm

    19 Newtown Turnpike, Westport


Thursday, May 21

  • Golden Hour Tours 5:00 pm

    The Glass House, 199 Elm St, New Canaan


Sunday, May 24

  • Rick Lewis Radio 4:30 pm

    Sacred Heart University Community Theatre, 5151 Park Ave, Fairfield